If you cannot send message using iMessage with media, as Apple company restricted users to the type of files user can send through Message. You’re only allowed to send photos and videos as well as audio messages that were just recorded in the Messages app. But there is one way out, iMAllFile is a new jailbreak tweak that aims to get rid of all these restrictions.
Once you choose it, the file will be insert in the text field where you normally type your message. You can then click on the Send button to send the file to the recipient. Please note that this tweak works only with iMessage. If you try to send a file as an SMS, it will crash the Messages app.
iMAllFile gains another feature, it adds a new preference pane to the stock Settings app where you can enable or disable this tweak on demand. It also has no settings to configure it, so once you’ve installed it and enabled the tweak, you can start to use it immediately.
For some time iMAllFile was pulled from Cydia by the developer because of issues. But now it works properly on jailbroken iOS 8.1.2 and lower device..
So if you cannot send message using iMessage with media, try iMAllFile for $0.99 from Cydia’s BigBoss repository. The tweak supports both iOS 7 and iOS 8 devices.